Triethylamine → 1-Benzyl-4-[4-(5-nitro-pyridin-2-yl)-piperazin-1-yl]-phthalazine

HRID 42213

Reaction equation

[CH2:1]([C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[N:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:25]1[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][N:26]=1.C(N(CC)CC)C.CN1C(=O)CCC1>O>[CH2:1]([C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([N:18]2[CH2:23][CH2:22][N:21]([C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][N:26]=3)[CH2:20][CH2:19]2)=[N:10][N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 180 °C

Procedure

1-Benzyl-4-piperazin-1-yl-phthalazine (500 mg, 1.64 mmol) and 2-chloro-5-nitropyridine are combined in a 10 mL microwave vial. Triethylamine (2.96 mL, 2.14 mmol) and NMP (4.8 mL) are added. The vial is sealed and heated to 180° C. for 15 min. The crude reaction mixture is poured into water and the resulting precipitate is isolated by filtration to afford the title compound (500 mg, 70% yield).

Workup

customThe vial is sealed
customThe crude reaction mixture
customthe resulting precipitate is isolated by filtration

Sources & evidence

ORD record: ord-b9412275fd54459e8003c8a420857e7d
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536168B2

Linked notes

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